Iso-Aldehyde Selectivity in Hydroformylation

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Solution Overview

Problem

Current methods for producing iso-Aldehydes from n-olefins result in n-Aldehyde as the main product, limiting the yield of iso-Aldehydes.

Innovation Solution

A process involving a compound with specific aryl and cycloalkyl radicals, Rh(acac)(CO)2, and n-olefin in a solvent, with H2 and CO addition under controlled pressure and heating to convert n-olefin to iso-Aldehyde.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If conventional hydroformylation is used on n-olefins, then n-Aldehyde is produced as the main product, but the yield of iso-Aldehyde is limited

Engineering Contradiction:
Improveiso-Aldehyde selectivityVSAvoidiso-Aldehyde yield
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The patent modifies the chemical parameters of the hydroformylation reaction by introducing specific phosphite ligands with particular structural features (aryl and cycloalkyl groups) to change the catalyst's selectivity parameters, thereby increasing iso-aldehyde production from the conventional n-aldehyde dominant product distribution

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent employs a composite catalyst system combining Rh(acac)(CO)2 with specifically designed phosphite ligands containing both aryl and cycloalkyl radicals, creating a composite catalytic system that achieves superior iso-aldehyde selectivity compared to conventional single-component catalysts

Inventive Principle:
Principle #40Composite materials

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The process effectively increases the yield of iso-Aldehydes, achieving a higher percentage of iso-Aldehydes in the product mixture.

Implementation Method 1

A process involving a compound with specific aryl and cycloalkyl radicals, Rh(acac)(CO)2, and n-olefin in a solvent, with H2 and CO addition under controlled pressure and heating to convert n-olefin to iso-Aldehyde

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

the heating in process step d) takes place to a temperature in the range of 100 °C to 140 °C

Methodology Applied
Scientific EffectHeating: Heating

Implementation Method 3

the feeding takes place in process step c) at a pressure in the range of 4.5 MPa (45 bar) to 5.5 MPa (55 bar)

Methodology Applied
Scientific EffectPressure Increase: Pressure Increase

Data Source

PatentEP4180412A1Method for the production of iso-aldehydes from n-olefins
Publication Date: 2023.05.17 EVONIK OXENO GMBH & CO KG
  • EP4180412A1 patent drawing
  • EP4180412A1 patent drawing
  • EP4180412A1 patent drawing

AI summary

Method for the production of iso-aldehydes from n-olefins.